5-Hydroxy-3-methylnaphtho[2,3-c]furan-4(9H)-one

Details

• Internal ID: 35619056-35a5-4f65-96ea-bf3318f64862
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-hydroxy-3-methyl-9H-benzo[f][2]benzofuran-4-one
• SMILES (Canonical): CC1=C2C(=CO1)CC3=C(C2=O)C(=CC=C3)O
• SMILES (Isomeric): CC1=C2C(=CO1)CC3=C(C2=O)C(=CC=C3)O
• InChI: InChI=1S/C13H10O3/c1-7-11-9(6-16-7)5-8-3-2-4-10(14)12(8)13(11)15/h2-4,6,14H,5H2,1H3
• InChI Key: YRYRJNYQEHNXFA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₃
• Molecular Weight: 214.22 g/mol
• Exact Mass: 214.062994177 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.7651	76.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7147	71.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9819	98.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8839	88.39%
P-glycoprotein inhibitior	-	0.9443	94.43%
P-glycoprotein substrate	-	0.9402	94.02%
CYP3A4 substrate	-	0.5410	54.10%
CYP2C9 substrate	+	0.5479	54.79%
CYP2D6 substrate	-	0.8232	82.32%
CYP3A4 inhibition	-	0.7984	79.84%
CYP2C9 inhibition	+	0.7807	78.07%
CYP2C19 inhibition	+	0.7705	77.05%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	+	0.9802	98.02%
CYP2C8 inhibition	-	0.9221	92.21%
CYP inhibitory promiscuity	+	0.7221	72.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Warning	0.4016	40.16%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.5757	57.57%
Skin irritation	+	0.5532	55.32%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7242	72.42%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.7773	77.73%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5093	50.93%
Acute Oral Toxicity (c)	III	0.4395	43.95%
Estrogen receptor binding	-	0.4903	49.03%
Androgen receptor binding	+	0.6082	60.82%
Thyroid receptor binding	-	0.6633	66.33%
Glucocorticoid receptor binding	+	0.7082	70.82%
Aromatase binding	-	0.5292	52.92%
PPAR gamma	+	0.5501	55.01%
Honey bee toxicity	-	0.9504	95.04%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9418	94.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.12%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.69%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.28%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.54%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.45%	93.99%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.24%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.97%	94.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.47%	96.38%

Plants that contains it

• Aloe ferox

Cross-Links

• PubChem: 101675282
• LOTUS: LTS0118996
• wikiData: Q105353298